Methyl p-toluenesulfonate

Suppliers

Names

[ CAS No. ]:
80-48-8

[ Name ]:
Methyl p-toluenesulfonate

[Synonym ]:
EINECS 201-283-5
methyl 4-methyl-1-benzenesulfonate
methyl p-toluene sulfonate
MPTS
PTS1
Methyl p-toluenesulf
methyltoluene-4-sulfonate
MPTS,TRISODIUM SALT
toluene-4-sulfonic acid-methyl ester
MFCD00008417
methyl para-toluenesulfonate
methyl 4-toluenesulfonate
METHYL P-TOSYLATE
METHYL TOSYLATE
Methanol tosylate
p-Tolylmethylsulfonate

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
291.8±9.0 °C at 760 mmHg

[ Melting Point ]:
25-28 °C(lit.)

[ Molecular Formula ]:
C₈H₁₀O₃S

[ Molecular Weight ]:
186.228

[ Flash Point ]:
130.3±18.7 °C

[ Exact Mass ]:
186.035065

[ PSA ]:
51.75000

[ LogP ]:
1.30

[ Vapour density ]:
6.45 (vs air)

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.517

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
Insoluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XT7000000

CHEMICAL NAME :: p-Toluenesulfonic acid, methyl ester

CAS REGISTRY NUMBER :: 80-48-8

BEILSTEIN REFERENCE NO. :: 0609209

LAST UPDATED :: 199707

DATA ITEMS CITED :: 10

MOLECULAR FORMULA :: C8-H10-O3-S

MOLECULAR WEIGHT :: 186.24

WISWESSER LINE NOTATION :: 1OSWR D1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 341 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1400 mg/kg/2Y

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 50 mg/kg

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Tumorigenic - tumors at site of application

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 800 mg/kg/54W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors Tumorigenic - tumors at site of application

TYPE OF TEST :: Sex chromosome loss and nondisjunction

MUTATION DATA

TEST SYSTEM :: Insect - Drosophila melanogaster

DOSE/DURATION :: 11 mmol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 198,73,1988

Safety Information

[ Symbol ]:

GHS05, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H314-H317

[ Precautionary Statements ]:
P280-P305 + P351 + P338-P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22;R36/37/38;R40;R43

[ Safety Phrases ]:
S26-S36/37/39-S45-S24

[ RIDADR ]:
UN 3261 8/PG 2

[ WGK Germany ]:
3

[ RTECS ]:
XT7000000

[ Packaging Group ]:
III

[ Hazard Class ]:
8

[ HS Code ]:
2904909090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

Methanol
p-Toluenesulfonic acid
(S)-5-methoxymethyl-pyrrolidin-2-one
Tosyl chloride
Tetrabutylammonium 4-toluenesulfonate
methyl iodide
Dimethyl sulfate
Trimethyl Methoxysilane
PhI(+)CCPhTsO(-)

DownStream

5-ethyl-1-methyl-2-phenylpyrazol-3-one
methoxysulfonyl methyl sulfate
4-Methylbenzenesulfonic anhydride
(O-methyl disulfuric) 4-methylbenzenesulfonic anhydride
mixed anhydride of 4-toluenesulfonic acid and 4-toluenepyrosulfonic acid
Dimethyl sulfate
methylamine
Methyl 2-methoxybenzoate
Methyl 2-amino-6-nitrobenzoate

Customs

[ HS Code ]: 2904909090

[ Summary ]:
HS:2904909090 sulphonated, nitrated or nitrosated derivatives of hydrocarbons, whether or not halogenated VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

Articles

Rapid and simultaneous determination of sulfonate ester genotoxic impurities in drug substance by liquid chromatography coupled to tandem mass spectrometry: comparison of different ionization modes.

J. Chromatogr. A. 1355 , 73-9, (2014)

Two ionization techniques for liquid chromatography-mass spectrometry (LC-MS) determination of sulfonate ester potentially genotoxic impurities (PGIs) were evaluated. Twelve PGIs including methyl, eth...

Secondary deuterium isotope effects.. beta.-Kinetic effects in Sn2 reactions of N, N-dimethylaniline and dimethylphenylphosphine with methyl p-toluenesulfonate, and comparison with observed and calculated vibrational frequencies. Kaplan ED and Thornton ER.

J. Am. Chem. Soc. 89(25) , 6644-51, (1967)

The formation of tin-nitrogen bonds. V. The selective 1-substitution reaction of tetrazoles by the reaction of 5-substituted 2-(tri-n-butylstannyl) tetrazoles with methyl iodide, methyl p-toluenesulfonate, dimethyl sulfate, and ethyl bromoacetate. Isida T, et al.

Bull. Chem. Soc. Jpn. 46 , 2176-80, (1973)

[2H3]-methyl p-toluenesulfonate
fluorenylmethyl p-toluenesulfonate
cyclopropylmethyl p-toluenesulfonate
1-adamantanemethyl p-toluenesulfonate
3-methyl-3-oxetanylmethyl p-toluenesulfonate
(tetrahydro-2-furyl)methyl p-toluenesulfonate